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Benzoquinonas, hidroquinonas e sesquiterpenos de Auxemma glazioviana

2005; Brazilian Chemical Society; Volume: 28; Issue: 4 Linguagem: Inglês

10.1590/s0100-40422005000400007

1678-7064

José Galberto Martins da Costa, Otília Deusdênia Loiola Pessoa, Francisco José Queiroz Monte, Eveline A. Menezes, Telma L. G. Lemos, Raimundo Braz‐Filho,

Ginger and Zingiberaceae research

BENZOQUINONES, HYDROQUINONES AND SESQUITERPENES OF Auxemma glazioviana.Two new compounds, 5 and 8, and an epimeric mixture 4a/4b were isolated from hardwood of Auxemma glazioviana.Their structures and relative configurations were determined by modern spectroscopic analysis to be rel-10α,11α-epoxy-11β-ethoxy-8α-hydroxy-2-methoxy-8aβ-methyl-5,6,7,8,8a,9,10,10aβ-octahydro-1,4-anthracenedione (or rel-2R,2aR,5R,5aS,10bS,10cS-2-ethoxy-5-hydroxy-8methoxy-5a-methyl-2a,3,4,5,5a,6,10b,10c-octahydro-2H-anthra[9,1-bc]furan-7,10-dione, 4a), rel-10α,11α-epoxy-11α-ethoxy-8α-hydroxy-2-methoxy-8aβ-methyl-5,6,7,8,8a,9,10,10aβ-octahydro-1,4-anthracenedione (or rel-2S,2aR,5R,5aS,10bS,10cS-2ethoxy-5-hydroxy-8-methoxy-5a-methyl-2a,3,4,5,5a,6,10b10c-octahydro-2H-anthra[9,1-bc]furan-7,10-dione, 4b), rel-10α,11αepoxy-8α,11-dihydroxy-2-methoxy-8aβ-methyl-5,6,7,8,8a,9,10,10aβ-octahydro-1,4-anthracenedione (or rel-2S,2aR,5R,5aS,10bS,10cS-2,5-dihydroxy-8-methoxy-5a-methyl-2a,3,4,5,5a,6,10b,10c-octahydro-2H-anthra[9,1-bc]furan-7,10dione, 5) and rel-10,11-epoxy-8aβ-methyl-1,4,5α,9α-tetrahydroxy-5,6,7,8,8a,9,10,10a-octahydro-8-anthracenone (or rel-2aS,5aS,6R,10bR,10c5-2a,6,7,10-tetrahydroxy-5a-methyl-2a,3,4,5,5a,6,10b,10c-octahydro-2H-anthra[9,1-bc]-furan-5-one, 8).In addition, known compounds were also isolated.